Top North America Wine Tasting & Winery Tours

Q: Which North America Wine Tasting & Winery Tours have Instant Confirmation?

North America Wine Tasting & Winery Tours with Instant Confirmation include: Wine Tasting Cruise in St. Augustine All Inclusive Temecula Wine Tour - Tastings, Lunch, Hotel Pickup Happy Hour Sightseeing Cruise Corks & Forks Pairing Tour (St. Augustine, Strolling) Undiscovered Charleston: Half Day Food, Wine & History Tour with Cooking Class View all Tours with Instant Confirmation →

Q: I need a ride! Which North America Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These North America Wine Tasting & Winery Tours include Hotel Pickup: All Inclusive Temecula Wine Tour - Tastings, Lunch, Hotel Pickup Bliss - Sedona’s Most Luxurious Wine Tour - Lunch Included! Verde Valley Wine Tour - 4 Vineyards, Limo Style Bus, Charcuterie Leavenworth Exclusive Tour from Seattle Napa Valley Small Group Winery Tour View all Tours with Hotel Pickup →

Q: Got any more North America trip ideas?

We sure do. Check out our curated lists of hand-picked North America Tours. Top 10 North America 2026 Senior-friendly tours North America The best tours and activities for culture lovers in North America Top Day Trips from North America Things to do in North America this summer View all North America Trip Ideas →

Q: What are the most popular styles of Tours and Activities in North America?

Based on our sales data over the past year, the most popular styles of tours and activities in North America are: North America Luxury & Special Occasions North America Luxury Tours North America Tours & Sightseeing North America Kid Friendly North America Cruises, Sailing & Water Tours View all tour styles in North America →

VOTED THE 2026 BEST TOURIST ATTRACTION FOR BANFF Discover Banff beyond the postcard views on this guided Tasting Trail through the town’s hidden gems, local …More

Banff, Canada

5.0 (1)

The Banff Tipsy Tasting Trail

VOTED THE 2026 BEST TOURIST ATTRACTION FOR BANFF Discover Banff beyond the postcard views on this guided Tasting Trail through the town’s hidden gems, local...

3 hours Free Cancellation

5.0 (1)

from
$120

Curated Wine Country Experiences Full Day Tour

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings …More

Portland, USA

5.0 (1)

Curated Wine Country Experiences Full Day Tour

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings...

7 to 8 hours Free Cancellation

5.0 (1)

from
$200

This unique experience combines a sunset sail of the the Toronto Harbour with a curated wine tasting which includes an accompanying tasting menu. Your expert …More

Toronto, Canada

5.0 (1)

Wine and Cheese Sail - Small Group

This unique experience combines a sunset sail of the the Toronto Harbour with a curated wine tasting which includes an accompanying tasting menu. Your expert...

3 hours Free Cancellation

5.0 (1)

from
$216

Meet fellow partygoers at the Social Pub Crawl! Discover the nightlife of Cancun and get all-access to the hottest venues. All guided by our friendly …More

Puerto Escondido, Mexico

5.0 (1)

Social Pub Crawl in Puerto Escondido

Meet fellow partygoers at the Social Pub Crawl! Discover the nightlife of Cancun and get all-access to the hottest venues. All guided by our friendly...

4 hours 30 minutes Free Cancellation

5.0 (1)

from
$33

Orange County Evening Harbor Wine Cruise Scenic Wine Tasting

Set sail on a 90-minute evening cruise aboard the luxurious 63-foot Ocean Adventure catamaran in Dana Point Harbor. This unique wine cruise, limited to a …More

Dana Point, USA

5.0 (1)

Orange County Evening Harbor Wine Cruise Scenic Wine Tasting

Set sail on a 90-minute evening cruise aboard the luxurious 63-foot Ocean Adventure catamaran in Dana Point Harbor. This unique wine cruise, limited to a...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$59

Curated Wine Tasting Tour with Mexican Food Experience

Experience the Finger Lakes in a relaxed and elevated way with a curated wine tour that combines top local wineries, great food, and comfortable private …More

Rochester, USA

5.0 (1)

Curated Wine Tasting Tour with Mexican Food Experience

Experience the Finger Lakes in a relaxed and elevated way with a curated wine tour that combines top local wineries, great food, and comfortable private...

6 hours Free Cancellation

5.0 (1)

from
$475

Escape the crowded buses and generic itineraries. Welcome to the private, fully customized wine tasting experience you’ve always dreamed of. We specialize in curating an …More

Napa & Sonoma, USA

5.0 (1)

Wine Tours in Napa Valley

Escape the crowded buses and generic itineraries. Welcome to the private, fully customized wine tasting experience you’ve always dreamed of. We specialize in curating an...

7 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$950

Napa Valley Small-Group Wine Tasting Tour via San Francisco Ferry

Join us on a full-day, small-group wine tour of the Spectacular Napa Valley wine country for guests coming from San Francisco! Take the San Francisco …More

Oakland, USA

5.0 (1)

Napa Valley Small-Group Wine Tasting Tour via San Francisco Ferry

Join us on a full-day, small-group wine tour of the Spectacular Napa Valley wine country for guests coming from San Francisco! Take the San Francisco...

7 hours 30 minutes Free Cancellation

5.0 (1)

from
$155

Sip & Go: 2 Verde Valley Vineyard Wine Tasting w/ Charcuterie

Explore Verde Valley's exquisite wine country with Sedona's premier wine tour provider but don't have all day? Sedona Vineyard Tours is now offering an express …More

Sedona, USA

4.7 (3)

Sip & Go: 2 Verde Valley Vineyard Wine Tasting w/ Charcuterie

Explore Verde Valley's exquisite wine country with Sedona's premier wine tour provider but don't have all day? Sedona Vineyard Tours is now offering an express...

3 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$89

Private Wine Tour of Traverse Old Mission with Driver

Your own Designated Driver on beautiful Old Mission Peninsula! Most tasting tours drive you around in buses and vans, adding to the costs. But NOW …More

Traverse City, USA

5.0 (1)

Private Wine Tour of Traverse Old Mission with Driver

Your own Designated Driver on beautiful Old Mission Peninsula! Most tasting tours drive you around in buses and vans, adding to the costs. But NOW...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$359

Leavenworth Silvara Cellars Wine Tasting

Silvara’s Three‑Tier Tasting offers travelers a personalized and scenic wine experience unlike anything else in Leavenworth. Guests choose any three wines from the curated menu, …More

5.0 (1)

Leavenworth Silvara Cellars Wine Tasting

Silvara’s Three‑Tier Tasting offers travelers a personalized and scenic wine experience unlike anything else in Leavenworth. Guests choose any three wines from the curated menu,...

1 hour

5.0 (1)

from
$25

Wine and Spice Tasting at LXV Winery in Paso Robles

Discover the rich flavors of small-lot wines from Paso Robles and Santa Barbara County at LXV's acclaimed tasting room. This 90-minute guided tasting showcases award-winning …More

Paso Robles, USA

5.0 (1)

Wine and Spice Tasting at LXV Winery in Paso Robles

Discover the rich flavors of small-lot wines from Paso Robles and Santa Barbara County at LXV's acclaimed tasting room. This 90-minute guided tasting showcases award-winning...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$50

Discover the wineries along the beautiful Leelanau Trail on the E-Bike the Vines Tour. Your pedal-assisted e-bikes make cycling through vineyards and orchards a breeze. …More

5.0 (1)

E Bike The Vines Winery Bike Tour

Discover the wineries along the beautiful Leelanau Trail on the E-Bike the Vines Tour. Your pedal-assisted e-bikes make cycling through vineyards and orchards a breeze....

4 hours 30 minutes Free Cancellation

5.0 (1)

from
$115

Small Group Wine & Cider Tour in Vermont

No matter the occasion—whether it's an anniversary, birthday, corporate event, day out with friends, or a girls' getaway—you'll likely need a designated driver, and that's …More

Burlington, USA

5.0 (1)

Small Group Wine & Cider Tour in Vermont

No matter the occasion—whether it's an anniversary, birthday, corporate event, day out with friends, or a girls' getaway—you'll likely need a designated driver, and that's...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$359

Sweeping panoramic views, lush gardens, and ample outdoor seating greets you as the first stop within moments from exiting the freeway. Not to mention a …More

Sacramento, USA

5.0 (1)

Myka Estates Wine Tasting Reservation

Sweeping panoramic views, lush gardens, and ample outdoor seating greets you as the first stop within moments from exiting the freeway. Not to mention a...

2 hours Free Cancellation

5.0 (1)

from
$15

Tasting of 3 Wines with cheeses and cold meats at Viñedo Los Remedios

· Tasting of 3 wines that are characterized by respecting the terroir of Guanajuato · The tasting is accompanied by cheeses and cold meats cut …More

5.0 (1)

Tasting of 3 Wines with cheeses and cold meats at Viñedo Los Remedios

· Tasting of 3 wines that are characterized by respecting the terroir of Guanajuato · The tasting is accompanied by cheeses and cold meats cut...

45 minutes

5.0 (1)

from
$30

Private Full Day Tour in Valle de Guadalupe

Welcome to a journey that will take you to a higher level of wine and scenic pleasure, with the flexibility you desire! Discover an exceptional …More

Tijuana, Mexico

5.0 (1)

Private Full Day Tour in Valle de Guadalupe

Welcome to a journey that will take you to a higher level of wine and scenic pleasure, with the flexibility you desire! Discover an exceptional...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$440

Napa Valley Wine Tour: Self-Guided GPS Audio Driving Guide

Drive Napa Valley yourself, with a GPS audio guide that plays automatically as you go. Your booking unlocks the whole region in the free Wine …More

Santa Rosa, USA

5.0 (1)

Napa Valley Wine Tour: Self-Guided GPS Audio Driving Guide

Drive Napa Valley yourself, with a GPS audio guide that plays automatically as you go. Your booking unlocks the whole region in the free Wine...

2 to 12 hours Free Cancellation

5.0 (1)

from
$40

Experience the Wines of the Montérégie in a Private Tour

Escape the city and discover the hidden gem of the Richelieu Valley, located less than an hour from Montréal. This picturesque wine region is home …More

Montreal, Canada

5.0 (1)

Experience the Wines of the Montérégie in a Private Tour

Escape the city and discover the hidden gem of the Richelieu Valley, located less than an hour from Montréal. This picturesque wine region is home...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$266

Helen Hike Wine and Dine Private Tour from Atlanta

Journey through stunning North Georgia and head towards Helen on this half day tour from the Atlanta metropolitan area. Your private chauffeur will pick up …More

Atlanta, USA

5.0 (1)

Helen Hike Wine and Dine Private Tour from Atlanta

Journey through stunning North Georgia and head towards Helen on this half day tour from the Atlanta metropolitan area. Your private chauffeur will pick up...

7 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for North America Wine Tasting & Winery Tours?

What are the best kid-friendly options for North America Wine Tasting & Winery Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly North America Wine Tasting & Winery Tours are:

View all kid-friendly Tours →

Which North America Wine Tasting & Winery Tours have Instant Confirmation?

Which North America Wine Tasting & Winery Tours have Free Cancellation?

North America Wine Tasting & Winery Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which North America Wine Tasting & Winery Tours have Hotel Pickup?

Got any more North America trip ideas?

What are the most popular styles of Tours and Activities in North America?